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Water → HCID 57966444, Verbindung

HRID 420586
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 420586
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([N:9]3[CH2:13][CH2:12][CH:11]([NH:14][S:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[N+:24]([O-:26])=[O:25])(=[O:17])=[O:16])[CH2:10]3)[S:8][C:4]=2[CH:3]=1.[H-].[Na+].[CH3:31][O:32][C:33](=[O:43])[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41]Br)[CH:36]=1.O>CN(C)C=O>[CH3:31][O:32][C:33](=[O:43])[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][N:14]([CH:11]2[CH2:12][CH2:13][N:9]([C:7]3[S:8][C:4]4[CH:3]=[C:2]([Cl:1])[CH:28]=[CH:27][C:5]=4[N:6]=3)[CH2:10]2)[S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N+:24]([O-:26])=[O:25])(=[O:16])=[O:17])[CH:36]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 10014651(3-Bromomethyl-phenyl)-acetic acid methyl esterHCID 57966935HCID 57966935, Verbindung

Produkt 1

HCID 57966444HCID 57966444, VerbindungAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

N-[1(6-chlorobenzothiazole-2-yl)pyrrolidine-3-yl]-2-nitrobenzenesulfonamide (500 mg) was dissolved in dimethylformamide (5 mL). Sodium hydride (60%, oil, 50 mg) was added thereto and the mixture was stirred at room temperature for 1 hour. (3-bromomethylphenyl)acetic acid methyl ester (305 mg) was added thereto and the mixture was stirred for 16 hours. To the reaction solution was added water and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatograph on silica gel to give the title compound (412 mg). Yield: 60%.

Aufarbeitung

  1. stirringthe mixture was stirred for 16 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by column chromatograph on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-846e199b5d25488f83e06776297ec060
Quelldatensatz
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08097610B2

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